Castleton Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Castleton vacation homes

Exterior detail

Pastoral, dog-friendly home surrounded by lush woodland with free WiFi & firepit

Pastoral, dog-friendly home surrounded by lush woodland with free WiFi & firepit
Castleton
9.0 out of 10, Wonderful, (12 reviews)
"Very nice property, beautiful time of year to visit Vermont. Colors were wonderful."
United States
Teresa V.
The price is CA $182
CA $1,007 total
includes taxes & fees
May 31 - Jun 1
Pastoral, dog-friendly home surrounded by lush woodland with free WiFi & firepit
Private kitchen

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is CA $135
CA $326 total
includes taxes & fees
May 11 - May 12
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Fridge, microwave, oven, stovetop

Feel the real VT! Lakes, hikes, a foodies delight!

Feel the real VT! Lakes, hikes, a foodies delight!
Proctor
10.0 out of 10, Exceptional, (1 review)
"Clean and comfortable home. Plenty of space for our family! Great quiet neighborhood made it easy to relax on our trip."
United States
Rebecca
The price is CA $238
CA $770 total
includes taxes & fees
May 12 - May 13
Feel the real VT! Lakes, hikes, a foodies delight!
Interior

CozyDen - AC, Grill, Bike to Mountain, Porch!

CozyDen - AC, Grill, Bike to Mountain, Porch!
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is CA $171
CA $369 total
includes taxes & fees
May 11 - May 12
CozyDen - AC, Grill, Bike to Mountain, Porch!
Smart TV, fireplace, video games, stereo

The Big Lebearski- AC, Grill, Fire Pit, Hot tub!

The Big Lebearski- AC, Grill, Fire Pit, Hot tub!
Killington
10.0 out of 10, Exceptional, (19 reviews)
"A very pleasant stay at this place. Nice furnishings, everything clean, the hot tub was utilized. Would recommend this to any group or family seeking nearby cozy accommodations near the slopes. "
United States
Tom W.
The price is CA $344
CA $901 total
includes taxes & fees
May 10 - May 11
The Big Lebearski- AC, Grill, Fire Pit, Hot tub!
Smart TV, fireplace, books, stereo

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Fair Haven
8.8 out of 10, Excellent, (27 reviews)
"Clean home. Easy to find and conveniently located to shops, stores and restaurants. "
United States
Antony C.
The price is CA $307
CA $391 total
includes taxes & fees
May 10 - May 11
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Smart TV

Moose Lodge - Rustic and Cozy

Moose Lodge - Rustic and Cozy
Ticonderoga
9.8 out of 10, Exceptional, (60 reviews)
"This was an excellent, comfortable place for our non-profit members to split while participating at a Fort Ticonderoga event. The layout can't be beat for camaraderie but privacy, group decisions but breakout nooks, views but convenience. We all wished we could stay longer! "
United States
Christine B.
The price is CA $357
CA $810 total
includes taxes & fees
May 27 - May 28
Moose Lodge - Rustic and Cozy
Outdoor spa tub

Walk to Pickle Barrel & Jax. Hot tub & Views

Walk to Pickle Barrel & Jax. Hot tub & Views
Killington
10.0 out of 10, Exceptional, (7 reviews)
"Great hosts with a great location to Killington"
United States
Ed P.
The price is CA $271
CA $648 total
includes taxes & fees
May 9 - May 10
Walk to Pickle Barrel & Jax. Hot tub & Views
Interior

Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace

Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
Hancock
10.0 out of 10, Exceptional, (1 review)
"The maple castle was awesome! Definitely the most unique house I have ever stayed in. You can sit in the hot tub and watch the river or you can walk down a tiny hill to tie up a tube and float in it. The owners were extremely helpful and responsive. Would definitely recommend. "
United States
Katie H.
The price is CA $1,294
CA $2,087 total
includes taxes & fees
May 14 - May 15
Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
House, 6 Bedrooms | Living area

Breakaway House by Killington Vacation Rentals

Breakaway House by Killington Vacation Rentals
3.0 star property
Killington
Breakaway House by Killington Vacation Rentals
Smart TV, books

Cozy Moonship Yurt in the woods

Cozy Moonship Yurt in the woods
West Rutland
The price is CA $272
CA $508 total
includes taxes & fees
May 11 - May 12
Cozy Moonship Yurt in the woods
Golf

The Grizz- AC, Pool, Sauna, Gym, Near Resort

The Grizz- AC, Pool, Sauna, Gym, Near Resort
Killington
10.0 out of 10, Exceptional, (4 reviews)
"Place was overall great and just as advertised. Beds were awesome including the Murphy bed. Thanks for a wonderful weekend! I would definitely stay again. "
United States
Angela S.
The price is CA $194
CA $572 total
includes taxes & fees
May 11 - May 12
The Grizz- AC, Pool, Sauna, Gym, Near Resort
Smart TV, fireplace

Bearmont- Pool, HotTub, FirePit, AC, Gym, Sauna

Bearmont- Pool, HotTub, FirePit, AC, Gym, Sauna
The Woods
10.0 out of 10, Exceptional, (7 reviews)
"Location/proximity to Killington is awesome! A few minutes drive from the parkland lot at Ramshead. The community kept the roads and parking lots plowed well. Communication from the host was excellent. The condo was very comfortable for our family of 3 (2 adults and 4 yr old) and exactly as described. Great spot to relax after our days skiing! We would definitely come back!"
United States
Elizabeth C.
The price is CA $404
CA $865 total
includes taxes & fees
May 10 - May 11
Bearmont- Pool, HotTub, FirePit, AC, Gym, Sauna
Interior

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Rutland
10.0 out of 10, Exceptional, (4 reviews)
"House was clean, organized and spacious. Great location as well, close to grocery, gas and restaurants. Host answered questions quickly. "
United States
Dominic C.
The price is CA $260
CA $591 total
includes taxes & fees
May 11 - May 12
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Exterior

BearRight- AC, Pool, Hot Tub, Grill, FirePit

BearRight- AC, Pool, Hot Tub, Grill, FirePit
Killington
9.8 out of 10, Exceptional, (12 reviews)
"Excellent stay, very accommodating hosts. Well organized"
United States
Brian S.
The price is CA $554
CA $1,134 total
includes taxes & fees
May 11 - May 12
BearRight- AC, Pool, Hot Tub, Grill, FirePit
Dining

large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
Mendon
9.6 out of 10, Exceptional, (4 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
The price is CA $363
CA $801 total
includes taxes & fees
May 11 - May 12
large ski ranch hot tub close to killington pets ok
Exterior

Royalbear-AC, Hot Tub, Grill, FirePit, Gameroom

Royalbear-AC, Hot Tub, Grill, FirePit, Gameroom
Killington
10.0 out of 10, Exceptional, (24 reviews)
"Great house and location, and responsive hosts. Loved it, def will stay again."
United States
Max P.
The price is CA $480
CA $1,209 total
includes taxes & fees
May 18 - May 19
Royalbear-AC, Hot Tub, Grill, FirePit, Gameroom
Exterior

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
The price is CA $202
CA $821 total
includes taxes & fees
May 10 - May 11
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Microwave, oven, stovetop, dishwasher

Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
The price is CA $409
CA $863 total
includes taxes & fees
May 8 - May 9
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Castleton Hotel Reviews

Brandon Inn

Brandon Inn

10/10 Excellent
"Charming inn; quality Continental Breakfast (unlike many chain hotels), very quiet, comfortable room"
Kathleen 1-night trip
Posted 2 days ago
Brandon Inn

Find out more about Castleton

Castleton Vacation Homes information

Number of reviews
186
Accommodation
528 Vacation Homes
Lowest Price
CA $326
Highest Price
CA $2,087

Explore a world of travel with Expedia